Hydrochloric Acid → Ethyl 5-aminopyridine-3-carboxylate

HRID 488453

Reaktionsgleichung

Reaktionsgleichung von HRID 488453
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].Cl.[CH2:12](O)[CH3:13]>>[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([O:9][CH2:12][CH3:13])=[O:8]

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 3543165-Aminonicotinic Acid

Produkt 1

HCID 910920Ethyl 5-aminopyridine-3-carboxylate

Versuchsvorschrift

5-Aminonicotinic acid (2.2 g) (Bachman and Micucci, J. Amer. Chem. Soc. 70 (1948) 2381) in ethanol (20 ml) was ice-cooled, saturated with HCl gas and refluxed 4 hours. The mixture was concentrated to low volume and partitioned between EtOAc (100 ml) and saturated NaHCO3 solution (100 ml). The organic phase was washed with further aqueous NaHCO3, dried and evaporated to leave the title compound as a white solid (1.34 g). M.S. (+ve ion chemical ionisation) m/z 167 (MH+,100%).

Aufarbeitung

  1. temperaturerefluxed 4 hours
  2. concentrationThe mixture was concentrated to low volume
  3. custompartitioned between EtOAc (100 ml) and saturated NaHCO3 solution (100 ml)
  4. washThe organic phase was washed with further aqueous NaHCO3
  5. customdried
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-143667ca793a4c3d9c92b1bad47432ed
Quelldatensatz
uspto-grants-2005_12
Patentnummer
US06972297B2

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